by Jim James
What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: High school diploma
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 18
How many hookup stories have you here posted before? O
1st Time Man Contact
How long ago did this hookup happen? 24 years
What was your relationship status at the time? Single
How would you best classify this hookup? One-night stand
How long did you know the person before this hookup? Just met that day
Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? I was 16 or just turned 17. He was much much older, around 55-60. He was tall and slender, with silver hair. He was toned and a bit hairy. I had literally just met him in a hotel steam room at the hotel where my family was staying at. I went into the steam room because I had heard that men like to hook up there. I had butterflies walking in as I had never been in a steam room before.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? As I walked in, I sat in the corner I had passed this older gentleman on my way. He was the only one in there. I sat down and was looking his way. When he looked up, I quickly looked down. When I peered up again the steam got thicker and he vanished. A second or two later, he walked through a cloud of steam and sat down right in front of me. I was so nervous and excited, my head was spinning and I was trying not to make eye contact. He started stroking his cock over the towel. I was hard and started doing the same, and as I looked up at him, he was staring at me. He leaned over and put his hand on my thigh and started rubbing it and said hey there or something. He asked me my age, of course, and I told him 18. He asked again and again I said 18. He took the towel off of my lap and revealed my hard cock. He leaned further over and started running his hand up and down my thigh. He asked again and then said: “are you sure you are 18.” I said yes, but I must have looked young.
What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? He stood in front of me while he stroked his cock and I was stroking mine. He asked 2 more times my age. After that, he bent down and started sucking me off. Wow! At this point, it was mind blowing. I started precumming within seconds. He pulled and ran his fingers on the inside of my thighs then grabbed me a pulled my ass right to the edge and licked it for a minute. Holy shit, I thought. He went back to my cock and slid one of his fingers in my ass at the same time. I started to moan he said to be as quiet as possible and gave me a towel to cover my mouth. He was trying to work the third finger in and when it finally slid in, fireworks went off. I blew my load in his mouth. He pulled back abruptly and said: “whoa, a little warning!!” I said sorry it just happened. He spit my load out and wiped off his mouth and the door opened. He sat down and I covered up. Another guy came in and sat down, and the first guy motioned for me to leave first, so I got up and walked out. When he came out, he looked around and made sure no one was out there, then he grabbed my ass and said let’s go up to my room for some sex. I said okay. He said meet me on the 5th floor by the elevator in 10 minutes. I was there waiting for almost an hour. He never showed. I think he knew I was underage. I was so into it I totally would have let him fuck me.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than one
Did your partner have an orgasm? I don’t know
What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I felt a little weird the next day. I had always thought of myself as straight. I knew then that I wanted to explore. It also made me very attracted to older men.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Hoping or expecting it would lead to something more, Just happened, I don’t know why, just went along with it
How intoxicated were you? Not at all (no alcohol or drugs)
How intoxicated was your partner? Not at all (no alcohol or drugs)
How wanted was this hookup for you at the time? Very
Did you consent to this hookup at the time? I gave enthusiastic consent
How wanted was this hookup for your partner at the time? Very
Did your partner(s) consent to this hookup? They gave enthusiastic consent
To whom did you talk about the hookup? How did they react? Another older guy several years later that I ended up hooking up with. He was shocked I was 16.
How would you best summarize people’s reactions about this hookup? I didn’t tell anyone
Did you get emotionally hurt as a result of this hookup? Not at all
Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? All of it.
What was the WORST thing about this hookup? Not meeting him after.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes
All things considered, how POSITIVE was this experience? Fairly positive
All things considered, how NEGATIVE was this experience? A little negative
Anything else you want to add about this hookup? Ever since then, when I travel, I almost always cruise the steam room.
What do you think about the Casual Sex Project? It’s great.
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